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Check availability on North Canaan Hotels with Pool

Tonight
22 Sep - 23 Sep
Tomorrow
23 Sep - 24 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

Our top choices for North Canaan hotels with a pool

An outdoor patio with wicker furniture and a small table, surrounded by a garden and trees.
A grand hallway with a chandelier, a staircase, and a table with flowers.
A bathroom with a toilet, sink, bathtub, and a glass-enclosed shower.
A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

1. Blackberry River Inn

Blackberry River Inn
Norfolk
  • Seasonal outdoor pool beckons at historic bed & breakfast with lobby fireplace and garden grounds.
3.902.700 ₫
4.488.105 ₫ total
includes taxes & fees
24 Sept - 25 Sept
Blackberry River Inn
An indoor swimming pool with a 6 feet 18 meters depth, surrounded by chairs and tables, with large windows offering views of trees.
A modern hotel lobby with seating areas, tables, and a reception desk.
A modern bathroom with a large mirror, a sink, and a shower.
A breakfast area with a counter, coffee machine, and a display of pastries.

2. Holiday Inn Express Hotel & Suites Great Barrington by IHG

Holiday Inn Express Hotel & Suites Great Barrington by IHG
Great Barrington
  • Relax in this riverside hotel with an indoor heated pool, where ski-day recovery meets year-round aquatic enjoyment.
3.460.660 ₫
3.865.531 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Holiday Inn Express Hotel & Suites Great Barrington by IHG
An indoor swimming pool with a diving board, lounge chairs, and a 'No Diving' sign.
A modern hotel lobby with a seating area, a sofa, and a large window with curtains.
A hotel room with two beds, a desk, a television, and a dresser.
A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

3. Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Great Barrington
  • Refreshing indoor pool sanctuary near Ski Butternut lets guests swim year-round after mountain adventures.
5.064.404 ₫
5.656.939 ₫ total
includes taxes & fees
1 Oct - 2 Oct
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
A swimming pool with clear water, surrounded by a fence and trees.
A rustic bedroom with a large bed, wooden headboard, and a wooden floor. There is a chair and a small table with a lamp.
A lobby with a chandelier, a reception desk, and a sign indicating an exit.
A long wooden table with potted plants and candle holders in a modern interior setting.

4. The Litchfield Inn

The Litchfield Inn
Litchfield
8.120.738 ₫
9.338.848 ₫ total
includes taxes & fees
24 Sept - 25 Sept
The Litchfield Inn
A rectangular swimming pool with a metal ladder, surrounded by a black metal fence.
A modern hotel room with a bed, sofa, leather chair, and a small table.
A lakeside deck with Adirondack chairs, a canoe, and a wooden railing.
A wooden deck with a swing chair and a bench overlooking a lake.

5. Interlaken Inn & Resort

Interlaken Inn & Resort
Lakeville
  • Immerse in the sun-drenched seasonal outdoor pool surrounded by lush resort grounds and full-service spa amenities.
5.807.664 ₫
6.678.814 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Interlaken Inn & Resort
A poolside area with lounge chairs and blue umbrellas, surrounded by a forested area.
A wooden fire pit surrounded by six Adirondack chairs in a forested area.
A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.
A house with a stone patio and wooden stools.

6. Little Cat Lodge

Little Cat Lodge
Copake Falls
  • Soak up mountain charm at the seasonal pool where forest meets relaxation at this renovated lodge.
4.659.824 ₫
5.219.003 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Little Cat Lodge
A pool area with a lifeguard chair, a blue plastic bag, and a warning sign.
A building with a porch and multiple windows, surrounded by purple flowers.
A living room with a sofa, armchair, coffee table, and a patterned rug.
A hotel room with a large bed, a bathroom with a bathtub, a vanity with a mirror, and a window with curtains.

7. Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort
South Lee
  • Float in mountain serenity at four incredible pools offering a perfect family-friendly oasis.
3.044.340 ₫
3.909.245 ₫ total
includes taxes & fees
27 Sept - 28 Sept
Holiday Inn Club Vacations Oak 'n Spruce Resort
A backyard with a swimming pool, lounge chairs, and a hot tub.
A covered porch with wicker furniture and hanging flower baskets.
A bar with wooden floors and shelves filled with bottles.
A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

8. The Red Lion Inn

The Red Lion Inn
Stockbridge
  • Escape to a historic haven with outdoor pool and loungers where relaxation flows freely.
4.098.356 ₫
5.870.438 ₫ total
includes taxes & fees
30 Sept - 1 Oct
The Red Lion Inn
A backyard with a swimming pool, surrounded by lush greenery and a wooden deck.
A hotel room with a large bed, two bedside lamps, a chair, a small table, and a rug.
A covered patio with a wooden table and chairs, a sofa, and a ceiling fan.
A dining area with wooden tables and chairs, large windows with white frames, and wall-mounted light fixtures.

9. Cornwall Inn and Lodge

Cornwall Inn and Lodge
Cornwall Bridge
  • Serene seasonal outdoor pool retreat nestled near Mohawk Mountain, where pool loungers and umbrellas invite summer relaxation.
5.505.409 ₫
6.331.220 ₫ total
includes taxes & fees
23 Sept - 24 Sept
Cornwall Inn and Lodge
A large house with a balcony and a grassy yard.
A bathroom with a toilet, a shower with glass doors, and a towel rack with towels.
A sign for The Little Lion Inn with a lion emblem, indicating a themed establishment.
A hotel room with two beds, a nightstand with a lamp, and a framed picture on the wall.

10. The Little Lion

The Little Lion
Great Barrington
  • Dive into the dreamy outdoor pool oasis near ski mountains and nature trails in The Berkshires.
2.693.070 ₫
3.008.159 ₫ total
includes taxes & fees
18 Oct - 19 Oct
The Little Lion
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Choose what matters most at hotels with a pool in North Canaan

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top North Canaan Hotel Reviews

Quality Inn Great Barrington

Quality Inn Great Barrington

10/10 Excellent
"Good place"
Nicholas 2-night trip
Posted 6 hours ago
Quality Inn Great Barrington
The Red Lion Inn

The Red Lion Inn

10/10 Excellent
"This is a wonderful, historic inn. Check out the Red Lion Den for music. We heard a terrific local group. We ate in the Tavern and the food was tasty. This is not a luxurious place. It dates back to the 1700s. But it is really charming. My friends and I stayed in a suite in an out building. We had a low-ceiled living room downstairs, which was a. great place to talk and catch up. The bedroom situation was a little funky because the bathroom was right next to the bed in one of two sleeping areas upstairs and the door really squeaked when it opened and closed. But that was about our only complaint. I'd be delighted to return."
Gerald 1-night trip
Posted 14 hours ago
The Red Lion Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

10/10 Excellent
"Very clean room. Great breakfast with very friendly and efficient staff. Anne was excellent. We also enjoyed the pool and hot tub."
Sandra 3-night trip
Posted 5 days ago
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Americas Best Value Inn Torrington CT

Americas Best Value Inn Torrington CT

8/10 Good
"More than anything, everything was clean. Everything was in working order, and the host was pleasant and seen tidying up around the property. There were many accommodations right around me. I had the best fish and chips ever at the big Y across the street."
Ray 1-night trip
Posted 12 days ago
Americas Best Value Inn Torrington CT

Frequently asked questions

What is there to see and do in North Canaan?
Spend some time experiencing the great outdoors at Housatonic River. During your stay, visit sights such as Lawrence Field, Edith Scoville Memorial Sanctuary and Connecticut Railroad Historical Museum.
When is the best time to book a hotel with a pool in North Canaan?
Taking the local weather in North Canaan into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in North Canaan are January, March, February and November, with each month seeing an average of 18 cm of snowfall.

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